DE19742275A1 - Use of branched-chain alkyl alkanoate esters - Google Patents

Abstract

Use of esters of formula R1R2CH(CH2)nCOOCH2(CH2)mCHR3R4 (I), where R1-R4 = 1-24C alkyl and n and m = 0-24, as antibacterial, antimycotic, antiparasitic or antiviral agents is claimed.

Description

The present invention relates to the use of substances known per se as substances effective against bacteria, mycota and viruses. In a special version The present invention relates to cosmetic and dermatological forms Preparations containing such substances.

The healthy warm-blooded organism, especially the healthy human skin, is populated with a large number of non-pathogenic microorganisms. This so-called Microflora of the skin is not only harmless, it provides important protection Defense against opportunistic or pathogenic germs.

Bacteria are prokaryotic unicellular organisms. You can roughly follow theirs Shape (ball, cylinder, curved cylinder) as well as after the construction of their cell wall (gram positive, gram negative). Wear finer subdivisions also take into account the physiology of organisms. So aerobic, anaerobic exist like facultative anaerobic bacteria. Some individuals are in their capacity as pa thogenic germs of medical importance, others are perfect harmless.

Substances effective against bacteria have been known for some time. The term "Antibiotics" for example, which does not act on all antimicrobial substances applicable, can be dated to 1941, although the first findings for penicillin were found as early as 1929. Antibiotics in today's sense are not suitable for all medical and certainly not cosmetic applications net, since often the warm-blooded organism, e.g. the sick patient, also Use in any way impaired in its metabolic functions becomes.

An object of the present invention was therefore the state of the art in this To enrich direction, in particular to make substances available, which are effective against gram-positive and / or gram-negative bacteria, without that with the application of the substances an unacceptable impairment of the Ge health of the user would be connected.

Gram-negative germs are, for example, Escherichia coli, Pseudomonas species and Enterobacteriaceen, such as Citrobacter.

Gram-positive germs also play a role in cosmetics and dermatology. In the Impure skin, for example, is a bacterial secondary, among other influences infections of etiological importance. One of the most important microorganisms in Related to blemished skin is Propionibacterium acnes.

Impure skin and / or comedones affect the well-being of those affected but even in mild cases. Since practically every or every young person from un pure skin of any kind is affected, there is a need for many people, to remedy this condition.

A particular object of the present invention was therefore to provide one against immature ne skin or Propionibacterium acnes active substance or combination of substances to fin the.

In a further embodiment, the present invention relates to cosmetic des odorants. Such formulations serve to eliminate body odor, which ent stands when the odorless fresh sweat in particular through gram-positive Microorganisms is decomposed. The usual cosmetic deodorants are below different principles of action.

Both liquid deodorants, for example aerosol, are known and customary sprays, roll-ons and the like as well as solid preparations, for example deodorant sticks te ("sticks"), powder, powder sprays, intimate cleansers, etc.

In so-called antiperspirants, astringents - mainly aluminum salts such as aluminum hydroxychloride (aluminum chloride) - the formation of sweat and be connected. Apart from the denaturation of the skin proteins, they work there for substances used, depending on their dosage, drastically in the heat in the armpit region and should only be used in exceptional cases the.

By using antimicrobial substances in cosmetic deodorants, the Bacterial flora on the skin can be reduced. Ideally, only the smell causing microorganisms can be effectively reduced. In practice, however emphasized that the entire microflora of the skin can be affected.

The sweat flow itself is not affected by this, ideally only the micro Biological decomposition of the sweat temporarily stopped.

Also the combination of astringents with antimicrobial substances in one and the same composition is common. The disadvantages of both classes of active ingredients cannot be completely eliminated in this way.

Finally, body odor can also be masked by fragrances, a method which least suits the aesthetic needs of the consumer since the Mixture of body odor and perfume smells rather unpleasant.

However, most cosmetic deodorants, like most Kos Metika as a whole, scented, even if it contains deodorizing agents. Perfuming can also serve to improve consumer acceptance of a cosmetic To increase the product or to give a product a certain flair.

Perfuming cosmetic agents containing active ingredients, in particular cosmetic des odorants, however, is not infrequently problematic because of active ingredients and perfumes components occasionally react with one another and render each other ineffective.

Deodorants should meet the following conditions:

• 1) They should cause reliable deodorization.
• 2) The natural biological processes of the skin must not be caused by the Desodo guarantees are affected.
• 3) The deodorants do not have to be determined in the event of an overdose or other be harmless when used as directed.
• 4) They should not accumulate on the skin after repeated use.
• 5) They should be easy to incorporate into common cosmetic formulations.

Another object of the present invention was therefore cosmetic deodorant tien develop that do not have the disadvantages of the prior art. In particular in particular, the deodorants should largely protect the microflora of the skin, the number of the microorganisms that are responsible for body odor, selectively re reduce.

Furthermore, it was an object of the invention to develop cosmetic deodorants which are characterized by good skin tolerance. Under no circumstances should they deodorising principles accumulate on the skin.

Another task was to develop cosmetic deodorants, which with a as large a variety of common cosmetic auxiliaries and additives as possible ren, especially those with a deodorant or antiperspirant effect Formulations of significant perfume ingredients.

Yet another object of the invention was to provide cosmetic deodorants to ask, which over a longer period, in the order of magnitude of at least half a day, are effective without their effects noticeably after leaves.

Finally, an object of the present invention was deodorant cosmetic Develop principles that are as universal as possible in a wide variety of dosage forms Shapes of cosmetic deodorants can be incorporated without having to take one or few special dosage forms.

Mushrooms, also fungi [fungus = Latin mushroom], Mycota [µνκηζ = Greek mushroom] or Mycobionten ge in contrast to the bacteria are among the eucaryotes. Eucaryotes are Living beings whose cells (eucytes) are in contrast to those of the so-called proca ryonten (Procyten) through a nuclear envelope and core membrane from the rest of the Cyto plasma-delimited cell nucleus. The cell nucleus contains the genetic information in chro mosomes saved.

Representatives of the mycobionts include, for example, yeasts (Protoascornycetes), Mold (Plectomycetes), powdery mildew (Pyrenomycetes), downy mildew (Phyco mycetes) and the mushrooms (Basidiomycetes).

Fungi, not even the Basidiomycetes, are not plant organisms, but they do like this a cell wall, vacuoles filled with cell juice and a microscopic one that is clearly visible Plasma flow. They contain no photosynthetic pigments and are C-hetero troph. They grow under aerobic conditions and gain energy through oxidation organic substances. However, some representatives, such as yeasts, are facultative active anaerobes and capable of generating energy through fermentation processes.

Dermatomycoses are diseases in which certain types of fungi, especially dermatos phytes, penetrate the skin and hair follicles. The symptoms of dermatomycoses For example, vesicles, exfoliation, rhagades and erosion are usually associated with Itching or allergic eczema.

Dermatomycoses can essentially be divided into the following four groups: Dermatophytia (e.g. epidermophytia, favus, microsporie, trichophytia), yeast mycoses (e.g. pityriasis and other pityrosporum-related mycoses, candida infections, Bla stomycose, Busse-Buschke disease, torulose, piedra alba, torulopsidosis, trichospo rose), mold mycoses (e.g. aspergillosis, cephalosporidosis, phycomycosis and Sko pulariopsidosis), system mycoses (e.g. chromomycosis, coccidiomycosis, histoplasmo se).

Pathogenic and facultatively pathogenic germs include, for example, from Group of the yeast Candida species (e.g. Candida albicans) and those of the Pityro family sporum. Pityrosporum species, especially Pityrosporum oval, are for skin diseases genes like pityriasis versicolor, seborrhea in the forms seborrhoea oleosa and sebor rhoea sicca, which are mainly expressed as seborrhea capitis (= dandruff), se responsible for borrheic eczema and pityrosporum folliculitis. A beta Pityrosporum ovale's involvement in the development of psoriasis is recognized by experts discussed.

All areas of human skin can be affected by dermatomycoses. Dermatophytia almost exclusively affect skin, hair and nails. Hefemycoses can Mucous membranes and internal organs are also affected, systemic mycoses extend regularly on whole organ systems.

The areas of the body that are affected by clothing, Jewelry or shoes can accumulate moisture and heat. So the foot belongs mushroom to the best known and most widespread dermatomycoses. Especially fungal diseases of the finger and toenail areas are still unpleasant (Ony chomycoses).

Furthermore, super infections of the skin by fungi and bacteria are not uncommon.

If there is a primary infection, d. that is, the normal germ colonization of the skin Tending new infection with high bacterial counts of one or more often physiological Pathogens, for example staphylococci, but often also unphysiological pathogens, for example Candida albicans, can coincide with unfavorable influences a "super infection" of the affected skin may occur. The normal microflora of the skin (or another body organ) is literally caused by the secondary pathogen overgrown.

Such superinfections can, depending on the germ in question favorable cases in unpleasant skin symptoms (itching, un beautiful external appearance). In unfavorable cases, However, they can lead to extensive skin destruction, in the worst case culminate even in the patient's death.

Superinfections of the type described above are e.g. B. often in the full screen of AIDS secondary diseases occurring. In itself - at least in low germ densities - we harmful, but possibly also extremely pathogenic germs In this way, the healthy skin flora is preserved. However, there are others with AIDS Body organs affected by super infections.

Such superinfections are also common in a variety of dermatological conditions diseases, e.g. B. atopic eczema, neurodermatitis, acne, seborrheic dermatitis or psoriasis is observed. Also many medical and therapeutic measures e.g. B. the radio or chemotherapy of tumor diseases, as a side effect Called, drug-induced immunosuppression or systemic Antibiotic treatment, as well as external chemical or physical influences (e.g. pollution, smog), promote the occurrence of super infections external and internal organs, especially the skin and mucous membranes.

In individual cases, it is easily possible to prevent super infections with antibiotics combat, but mostly such substances have the disadvantage of being more unpleasant Side effects. For example, patients are often allergic to penicillins because appropriate treatment would be prohibited in such a case.

Furthermore, topically administered antibiotics have the disadvantage that they damage the skin flora not only rid of the secondary pathogen, but also the physiological itself Skin flora severely impair and the natural healing process in this way is braked again.

The object of the present invention was to overcome the disadvantages of the prior art eliminate and substances and preparations containing such substances for To make available, by using which super infections can be cured NEN, the physiological skin flora does not suffer any significant losses.

Protozoa are parasitic single-celled organisms with clearly delineated cell nuclei that reproduce sexlessly (by two or four division and budding), or sexually (Gameto, Gamonto and autogamy). The food is taken in from the environment by permeation as well as by pinocytosis or phagocytosis. In addition to vegetative, mostly mobile states (so-called trophozoites), most protozoa can also develop cysts as permanent forms under unfavorable circumstances,
Depending on the type and apparatus of locomotion, protozoa are divided into four different groups:

• (a) Mastigophora (flagellates with flagella)
• (b) Sarcodina / Rhizopoda (amoeboid movement pattern due to plasma protrusion gene)
• (c) Sporozoa (meandering or sliding movement pattern)
• (d) Ciliata / Ciliophora (cilia or flagellation).

Parasitic protozoa are common in subtropical and tropical areas through stinging and sucking insects, but also dirt and smear infection as transmitted through the food chain.

Some medically and dermatologically relevant protozoonoses are: trichomoniasis (caused by Trichomonas vaginalis), Lamblia dormancy (caused by Lamblia intesti nalis), visceral and cutaneous and mucosal leishmaniasis (causes, for example by Leishmania donovanii, L. tropica, L. brasiliensis, L. mexicana, L. diffusa or L. pi fanoi), trypanosmiasis (caused by different types of trypanosoma), amoebas ruhr and amoebiasis (caused, for example, by different types of Entamoeba, Jo damoeba butschlii or Naegleria fowleri), coccidosis (by Isospora belli) and Balantid dysentery (caused by Balantidium coli).

Medical and dermatological phenomena caused by protozoonoses impair human well-being, in part considerable. It therefore exists the data subjects have a significant need to remedy this situation. An object of the present invention was therefore to act against protozoa To find active principles.

Parasites [παρασ℩τοζ = grch. Table mate, esp. Parasite] are one or more cells plants or animals that are on (= ectoparasites) or in (= endoparasites) other nourish their creatures at their expense, with (= pathogenic parasites) or without (apathogenic parasites) causing symptoms. The life Wise is either aprophytic or purely parasitic, possibly only as a pe periodic, temporary or stationary parasite. The development of parasites is on egg NEN or more different host organisms bound, the human Zwi may be a host or end host.

Helmin are examples of medically and dermatologically significant parasites then, which in turn are divided into Trematodae, Cestodae and Nematodae. The Helmet pants that impair human well-being are, for example, Bilhar ziosis, (caused by Schistosoma species), tapeworm infestation from the intestine and others internal organs (caused by e.g. Taenia species and Echinococcus-Ar ten), Ascariasis (caused by Ascaris lumbricoides), Enterobiasis (caused by Enterobium vermicularis), Paragonimiasis (caused by Paragonium species), Filari ose (caused, for example, by Wucheria bancrofti) and other nematode bees case (for example caused by Trichuris trichura or Trichinella spiralis).

In addition, there are a large number of parasitic species on or in humans and animals Insect species or arachnids, the medical and dermatological changes against the host organisms. In this regard, for the impairment of the Parasitosis responsible for human well-being are, for example, Accro dermatitis (caused by cereal mites, e.g. Pediculoides ventricosus), Scabies (caused by Sarcoptes scabii), fly and / or fly larvae (caused, for example, by Glossina, Stomoxys, Tabanus, Chrysops, Lucilia, Chrysomya, Cochliamya, Wohlfartia, Cordylobia or Dermatobia species), mosquito and / or Mosquito larvae infestation (caused, for example, by Aedes- Culex-, Ano pheles, phlebotomus, culicuides, sumilium or haemagoges species), tick infestation (caused, for example, by Argas persicus and other Argas species, Ornithodorus erraticus and other Ornithodorus species, Orobius Rhiphocephalus, Dermacentor, Haemaphysalis, Amblyomma, Ixodes species), Porocephalose (caused by Po rocephalus species), flea infestation (caused, for example, by Pulex irrttans, Ctenoce phalides canis, Xenopsylla cheopsis, Nosophyllus fasciatus or Sarcopsylla pene trans), lice infestation (caused, for example, by Phthirius pubis, Pediculosus huma nus or Pediculosus captits), bug infestation (caused, for example, by Cimex lectularius, Cimex hemipterus, Panstrongylus megistus, Rhodnius prolixus, Triatoma dimidata, Triatoma infestans, Triatoma sordida or Triatoma brasiliensis) and Mil infestation (caused, for example, by Demodex folliculorum and other Demodex Species as well as by Dermamyskus species, Glyciphagus domesticus, Pyemotes species, Sar coptes species or Trombicula species).

It is of additional importance that the le on or in the human organism parasites in turn transmit bacteria, mycota, protozoa and vi the health and well-being of the host organism, for example of human beings, can have a lasting impact. There was therefore a need to find active principles effective against parasitoses, which the medical or are able to improve the dermatological appearance. To style this need len was therefore another object of the present invention.

In contrast to the prokaryotic and eukaryotic cellular organisms are viruses [virus = lat. poison] biological structures which are essential for biosynthesis Need host cell. Extracellular viruses (also called "virions") consist of egg ner single or double stranded nucleic acid sequence (DNA or RNA) and one Protein coat (called capsid), optionally an additional lipid-containing shell (Envelope) surrounded. The whole of nucleic acid and capsid is also Nu called cleocapsid. The viruses were classified classically according to clinical ones Criteria, nowadays mostly according to their structure, their morphology, in particular but especially after the nucleic acid sequence.

Medically important virus types are, for example, influenza viruses (family of the Orthomyxoviridae), lyssaviruses (e.g. rabies, family of rhabdoviruses) enteroviruses (e.g. hepatitis A, family of the Picornaviridae), hepadnaviruses (e.g. hepatitis B, family the Hepadnaviridae).

There are no virucides, i.e. virus-killing substances in the actual sense, since Vi do not have their own metabolism. It was for that reason too discusses whether viruses should be classified as living beings. Pharmacological Interventions without damage to the unaffected cells is difficult in any case. Possible Mechanisms of action in the fight against viruses are primarily the disruption their replication, e.g. B. by blocking the enzymes important for replication, that are present in the host cell. Furthermore, the release of the viral nucleic acids be prevented into the host cell. As part of the disclosure presented herewith is used under terms such as "antiviral" or "effective against viruses", "virucidal" or similar understood the property of a substance, a single or multi-cell organization against harmful consequences of a viral infection, be it prophylactic or thera peutisch, to protect, regardless of what the actual mechanism of action of the substance in individual cases.

However, the prior art lacks substances which are active against viruses, which, moreover, does not harm the host organism or does not do so to an acceptable degree gene.

An object of the present invention was therefore to remedy this problem, So to find substances that are effective in a single or multicellular organism against harmful consequences of a viral infection, be it prophylactic or therapeutic, to protect.

It has surprisingly been found and the solution to all these problems is that the use of esters according to the formula

where R ₁ , R ₂ , R ₃ and R _{4 are} independently selected from the group of branched or unbranched alkyl radicals having 1-24 carbon atoms and n and m independently of one another are numbers from 0 to 24, as antibacterial, antimycotic, antiparasitic or antiviral active ingredients which remedies the disadvantages of the prior art.

The alkyl radicals are advantageously chosen so that
R ₁ = 2-6
R ₂ = 4-8
R ₃ = 2-6
R ₄ = 4-8
N is advantageously selected from the range from 0-10.

It is particularly advantageous to base the esters according to the invention to choose alkylated carboxylic acids from the group of 2-alkyl carboxylic acids.

2-Ethylhexanoic acid-2-ethylhexanoate, 2-butyloctyl-2-butyl are particularly preferred octanoate, 2-butyloctyl-2-butyldecanoate, 2-butyloctyl-2-hexyldecanoate, 2-butyloctyl-2- octyldodecanoate, isotridecylisononanoate, 2-hexyldecyl-2-octyldodecanoate, 2-butylde cyl-2-octyl decanoate, isodecyl isononanoate.

It has surprisingly been found that the use according to the invention esters the growth of gram-positive and gram-negative bacteria, Myco prevent bionts and viruses.

In particular, the esters used according to the invention are capable of growth of yeasts, in particular of the Pityrosporum species, namely Pityrosporum ovale prevent.

It has also been found that the esters used in the invention the Bil This prevents the development of seborrheic symptoms, especially dandruff like existing seborrheic phenomena, especially dandruff, to eliminate.

The esters used according to the invention are moreover suitable for the Ver use as a deodorant active ingredient in cosmetic deodorants and against impure skin, mild forms of acne or propionibacterium acnes.

Finally, it has been found that the esters used according to the invention are the Spoilage of organic matter, especially cosmetic and dermatological additives preparations, by infestation with gram-positive and gram-negative bacteria, My can prevent cobionts and viruses if added to these preparations will.

According to the invention are thus also a method for combating mycobionts, characterized in that of esters according to the formula

wherein R ₁ , R ₂ , R ₃ and R _{4 are} independently selected from the group of branched or unbranched alkyl radicals having 1-24 carbon atoms and n and m independently of one another are numbers from 0 to 24, optionally in a suitable cosmetic or dermatological Carrier with which the area contaminated by mycobionts is brought into contact, and a method for protecting organic products from attack by mycobionts, characterized in that these organic products have esters according to the formula

where R ₁ , R ₂ , R ₃ and R ₄ are selected independently of one another from the group of branched or unbranched alkyl radicals having 1-24 carbon atoms and n and m independently of one another are numbers from 0 to 24, are added in an effective amount.

DE-OS 195 16 705 describes the use of dialkyl-substituted acetic acid as antibacterial, antimycotic or antiviral agents. But she couldn't pave the way to the present invention.

It was surprising that the esters used according to the invention work particularly well sam are against the germ pity responsible for the development of dandruff rosporum oval and related germs. A preferred embodiment of the present formulations to be used against dandruff, for example anti-dandruff shampoos.

According to the invention, the esters used according to the invention are preferably in kos metallic or dermatological compositions used 0.005-50.0 wt .-%, in particular 0.01-20.0 wt .-%, based on the total Ge importance of the composition are preferred. The sets advantageously contain tongues 0.02-10.0 wt .-%, particularly preferably 0.02-5.0 wt .-% of the inventions esters used according to the invention, very particularly advantageously 0.5-3.0% by weight, each Weil based on the total weight of the composition.

It is also advantageous instead of pure dialkyl-substituted carbon according to the invention acid esters to use such substances, which in turn are characterized by a content of Distinct esters used according to the invention.

The esters used according to the invention can easily be converted into common ones Incorporate cosmetic or dermatological formulations, advantageously in Pump sprays, aerosol sprays, creams, ointments, tinctures, lotions, nail care products (e.g. nail polishes, nail polish remover, nail balms) and the like.

The esters used according to the invention are very particularly advantageously in the form of anti-dandruff shampoos.

It is also possible and possibly advantageous to use those used in accordance with the invention Combine esters with other active ingredients, for example with other antimicro biological, antimycotic, antiparasitic or antiviral substances.

It is advantageous to buffer the compositions according to the invention. Advantage is a pH range of 3.5-7.5. It is particularly beneficial to have the pH in one Range from 4.0-6.5 to choose.

The cosmetic and / or dermatological formulations according to the invention can be composed as usual and for the treatment of the skin and / or Hair in the sense of a dermatological treatment or a treatment in the sense serve the nourishing cosmetics. But you can also in make-up products in the decorative cosmetics are used.

The cosmetic and / or dermatological formulations are used according to the invention in the usual manner for cosmetics and dermatics on the skin and / or the hair is applied in sufficient quantity.

Cosmetic and dermatological preparations which are advantageous in the Form of a sunscreen. These advantageously also contain min at least one UVA filter and / or at least one UVB filter and / or at least an inorganic pigment.

Cosmetic preparations according to the invention for protecting the skin against UV Rays can be in various forms, such as those found in B. usually for sen type of preparations can be used. So you can z. B. a solution, a Water-in-oil (W / O) or oil-in-water (O / W) type emulsion, or a multiple emulsions, for example of the water-in-oil-in-water (W / O / W) type Gel, a hydrodispersion, a solid stick or an aerosol.

The cosmetic preparations according to the invention can be cosmetic auxiliaries contain, as they are usually used in such preparations, for. B. Preservatives, bactericides, antioxidants, perfumes, agents for preventing the Foaming, dyes, pigments that have a coloring effect, thickening agent tel, surface-active substances, emulsifiers, softening substances moist and / or moisturizing substances, fats, oils, waxes or other common constituents of a cosmetic formulation such as alcohols, polyols, polymers, Foam stabilizers, electrolytes, organic solvents or silicone derivatives.

If the cosmetic or dermatological preparation is a solution or lotion, the following can be used as solvents:

• - water or aqueous solutions;
• - Oils, such as triglycerides of capric or caprylic acid, but preferably Rizi nut oil;
• - Fats, waxes and other natural and synthetic fat bodies, preferably Esters of fatty acids with low C alcohols, e.g. B. with isopropanol, propy lenglycol or glycerin, or lower esters of fatty alcohols with alkanoic acids C number or with fatty acids;
• - Alcohols, diols or polyols of low C number, and their ethers, preferably Ethanol, isopropanol, propylene glycol, glycerin, ethylene glycol, ethylene glycol mo noethyl or monobutyl ether, propylene glycol monomethyl, monoethyl or -monobutyl ether, diethylene glycol monomethyl or monoethyl ether and analog Products.

Mixtures of the abovementioned solvents are used in particular. Water can also be a component of alcoholic solvents.

According to the invention, all of the cosmetic and / or dermatological applications suitable or customary antioxidants ver be applied.

The antioxidants are advantageously selected from the group consisting of amino acids (e.g. glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazoles (e.g. urocanic acid) and their derivatives, peptides such as D, L-carnosine, D. -Carnosine, L-camosine and their derivatives (e.g. Anserin), carotenoids, carotenes (e.g. α-carotene, p-carotene, Ly copin) and their derivatives, lipoic acid and their derivatives (e.g. dihydroliponic acid ), Aurothioglucose, propylthiouracil and other thiols (e.g. thioredoxin, glutathione, cystine, cystine, cystamine and their glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl and lauryl) , Palmitoyl, oleyl, γ-linoleyl, cholesteryl and glyceryl esters) and their salts, dilauryl thiodipropionate, distearyl thiodipropionate, thiodipropionic acid and their derivatives (esters, ethers, peptides, lipids, nucleotides, nucleosides and salts) and sulfoximine compounds (e.g. Buthionine sulfoximines, homocysteine sulfoximine, buthionine sulfones, penta-, hexa-, heptathionine sulfoximides n) in very low tolerable dosages (e.g. B. pmol to µmol / kg), also (metal) chelators (e.g. α-hydroxy fatty acids, palmitic acid, phytic acid, lactoferrin), α-hydroxy acids (e.g. citric acid, lactic acid, malic acid), humic acid, bile acid , Biliary extracts, bilirubin, biliverdin, EDTA, EGTA and their derivatives, unsaturated fatty acids and their derivatives (e.g. γ-linolenic acid, linoleic acid, oleic acid), folic acid and their derivatives, ubiquinone and ubiquinol and their derivatives, vitamin C and derivatives (e.g. ascorbyl palmitate, Mg-Ascor byl phosphate, ascorbyl acetate), tocopherols and derivatives (e.g. vitamin E acetate), vitamin A and derivatives (vitamin A palmitate) as well as konyferyl benzoate of benzoin, rutinic acid and its derivatives, Ferulic acid and its derivatives, butylated hydroxytoluene, butylated hydroxyanisole, nordihydroguajak resin acid, nordihydroguajaretic acid, trihydroxy butyrophenone, uric acid and its derivatives, mannose and its derivatives, zinc and its derivatives (e.g. ZnO, ZnSO ₄ ) selenium and its derivatives (e.g. selenium ), P tilbene and their derivatives (e.g. As stilbene oxide, trans-stilbene oxide) and the derivatives according to the invention (salts, esters, ethers, sugars, nucleotides, nucleosides, peptides and lipids) of these active substances.

The amount of antioxidants (one or more compounds) in the preparations is preferably 0.001 to 30% by weight, particularly preferably 0.05-20% by weight, in particular 1-10 wt .-%, based on the total weight of the preparation.

If vitamin E and / or its derivatives are the antioxidant (s) advantageous, their respective concentrations from the range of 0.001-10% by weight, based on the total weight of the formulation.

If vitamin A, or vitamin A derivatives, or carotenes or their derivatives, the or which are antioxidants, is advantageous in their respective concentrations the range of 0.001-10% by weight based on the total weight of the formulation tion to choose.

Emulsions are advantageous according to the invention and contain z. B. the above Fats, oils, waxes and other fat bodies, as well as water and an emulsifier, such as it is commonly used for such a type of formulation.

Gels according to the invention usually contain low C number alcohols, e.g. B. Ethanol, isopropanol, 1,2-propanediol, glycerin and water or a ge above named oil in the presence of a thickening agent used in oily alcoholic gels preferably silicon dioxide or an aluminum silicate, in the case of aqueous alcoholic or alcoholic gels is preferably a polyacrylate.

Fixed pins according to the invention contain e.g. B. natural or synthetic waxes, Fatty alcohols or fatty acid esters. Lip care sticks and desodo are preferred pens ("deodorant sticks").

As a propellant for cosmetic sprayable according to the invention from aerosol containers or dermatological preparations are the usual known volatile, ver liquid blowing agents, e.g. B. hydrocarbons (propane, butane, isobutane) suitable can be used alone or in a mixture with one another. Compressed air is also available to use partially.

Of course, the expert knows that there are non-toxic propellants per se, the reason would also be suitable for the present invention, but nevertheless due to be environmental impact or other accompanying circumstances should, especially fluorocarbons and chlorofluorocarbons (CFCs).

The preparations according to the invention can preferably also contain substances ten, which absorb UV radiation in the UVB range, the total amount of Fil substances z. B. 0.1% by weight to 30% by weight, preferably 0.5 to 10% by weight, is in particular 1 to 6% by weight, based on the total weight of the Preparation to provide cosmetic preparations that protect the skin protect the entire range of ultraviolet radiation. You can also as Serve sunscreen.

The UVB filters can be oil-soluble or water-soluble. As are oil-soluble substances e.g. B. To name:

• - 3-Benzylidene camphor and its derivatives, e.g. B. 3- (4-methylbenzylidene) camphor,
• - 4-aminobenzoic acid derivatives, preferably 4- (dimethylamino) benzoic acid (2- ethylhexyl) ester, 4- (dimethylamino) benzoic acid amyl ester;
• Esters of cinnamic acid, preferably 4-methoxycinnamic acid (2-ethylhexyl) ester, 4- Isopentyl methoxy cinnamate;
• - Esters of salicylic acid, preferably salicylic acid (2-ethylhexyl) ester, salicylic acid re (4-isopropylbenzyl) ester, salicylic acid homomethyl ester;
• Derivatives of benzophenone, preferably 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4-methylbenzophenone, 2,2'-dihydroxy-4-methoxybenzo phenone;
• Esters of benzalmalonic acid, preferably 4-methoxybenzalmalonic acid di (2- ethylhexyl) ester;
• - 2,4,6-trianilino- (p-carbo-2'-ethyl-1'-hexyloxy) -1,3,5-triazine

The following are advantageous as water-soluble substances:

• - 2-Phenylbenzimidazole-5-sulfonic acid and its salts, e.g. As sodium, potassium or Triethanolammonium salts,
• - Sulfonic acid derivatives of benzophenones, preferably 2-hydroxy-4-methoxy benzophenone-5-sulfonic acid and its salts;
• - Sulfonic acid derivatives of 3-benzylidene camphor, such as. B. 4- (2-Oxo-3-bornyli denmethyl) benzenesulfonic acid, 2-methyl-5- (2-oxo-3-bornylidenemethyl) sulfonic acid and their salts.

The list of the UVB filters mentioned, which can be used according to the invention, should of course not be limiting.

It can also be advantageous to include UVA filters in preparations according to the invention add that usually in cosmetic and / or dermatological preparations gene are included. Such substances are preferably derivatives of dibenzoylmethane, especially 1- (4'-tert-butylphenyl) -3- (4'-methoxyphenyl) - propane-1,3-dione and 1-phenyl-3- (4'-isopropylphenyl) propane-1-, 3-dione. Also accessories Equations containing these combinations are the subject of the invention. It can the same amounts of UVA filter substances that are used for UVB filter substances were named.

Cosmetic and / or dermatological preparations according to the invention can also contain inorganic pigments that are commonly used in cosmetics to protect the skin against UV rays. These are oxides of Titanium, zinc, iron, zirconium, silicon, manganese, aluminum, cerium and mixture and modifications in which the oxides are the active agents. Be pigments based on titanium dioxide are particularly preferred. It can NEN the amounts mentioned for the above combinations are used.

Cosmetic preparations for hair care are, for example to shampoo, preparations used when rinsing the hair before or after the shampooing, before or after the permanent wave treatment, before or after the Coloring or discoloration of the hair can be used to prepare preparations Blow-drying or inlaying the hair, preparations for dyeing or decolorizing a Hair styling and treatment lotion, a hair lacquer or permanent waving agent.

The cosmetic preparations contain active ingredients and auxiliaries as usual This type of preparations for hair care and hair treatment ver be applied.

Preservatives, surface-active substances, Anti-foaming agents, emulsifiers, thickeners, fats, Oils, waxes, organic solvents, bactericides, perfumes, dyes or pig elements whose job it is to dye the hair or the preparation itself, electro lyte, preparations for greasing hair.

Cosmetic preparations containing a shampoo or a washing, shower or Represent bath preparation, preferably contain at least one anionic, non-ionic or amphoteric surface-active substance or mixtures thereof, at least one dialkyl-substituted carboxylic acid in the aqueous medium and auxiliaries, as they are usually used for this.

Examples of surface-active substances which are used advantageously according to the invention Det can be conventional soaps, e.g. B. Fatty acid salts of sodium, Al kyl sulfates, alkyl ether sulfates, alkane and alkyl benzene sulfonates, sulfoacetates, sulfobeta ine, sarcosinates, amidosulfobetaines, sulfosuccinates, sulfosuccinic acid semiesters, Alkyl ether carboxylates, protein fatty acid condensates, alkyl betaines and amido betaines, Fatty acid alkanolamides, polyglycol ether derivatives.

The surface-active substance can be in a concentration between 1% by weight and 50 wt .-% in the shampoo, or the washing, shower or bath accessories horse riding, present.

Is the cosmetic or dermatological preparation in the form of a lotion, which rinsed and z. B. before or after decolorization, before or after the shampoo between two shampooing steps, before or after the duration Well treatment is applied, it is z. B. to aqueous or aqueous-alcoholic solutions, optionally surface-active substances contain, preferably non-ionic or cationic surface-active substances, whose concentration is between 0.1 and 10% by weight, preferably between 0.2 and 5 % By weight. This cosmetic or dermatological preparation can also represent an aerosol with the aids commonly used for this.

A cosmetic preparation in the form of a lotion that is not rinsed off, in particular special a lotion for inlaying the hair, a lotion that is used to blow-dry the hair is used, a hairdressing and treatment lotion, generally represents an aqueous ge, alcoholic or aqueous-alcoholic solution and contains at least one ka ionic, anionic, non-ionic or amphoteric polymer or Mixtures of these, and at least one dialkyl-substituted carboxylic acid. The The amount of dialkyl-substituted carboxylic acid esters used is e.g. B. between 0.1 and 10% by weight, preferably between 0.1 and 3% by weight.

Cosmetic and dermatological preparations for the treatment and care of the hair re, which contain at least one ester used according to the invention can as Emulsions are present which are of the non-ionic or ionic type. Not In addition to water, ionic emulsions contain oils or fatty alcohols, for example may be polyethoxylated or polypropoxylated, or mixtures of the two organic components. These emulsions may contain katio niche surface-active substances. Anionic emulsions are preferably from Type of soap and contain at least one ethoxylated or propoxylated organic compound with anionic or non-ionic character.

Cosmetic and dermatological preparations for the treatment and care of the hair re can be in the form of gels which are used according to the invention in addition to at least one deten esters and solvents usually used for it still organic Thickeners, e.g. Gum arabic, xanthan gum, sodium alginate, cellulose Derivatives, preferably methyl cellulose, hydroxymethyl cellulose, hydroxyethyl cellu loose, hydroxypropyl cellulose, hydroxypropyl methyl cellulose or inorganic ver thickener, e.g. B. aluminum silicates such as bentonite, or a mixture made of polyethylene glycol and polyethylene glycol stearate or distearate. The Thickener is in the gel e.g. B. in an amount between 0.1 and 30 wt .-% before contains between 0.5 and 15% by weight.

The amount of the esters used according to the invention is preferably in one for the hair determined agents 0.01 wt .-% to 10 wt .-%, in particular 0.5 wt .-% to 5 wt .-%, based on the total weight of the preparations.

The following examples are intended to illustrate the embodiments of the present invention clear. The data always refer to% by weight, unless other Details are given.

example 1 W / O cream

Paraffin oil 10.00 Ozokerite 4.00 vaseline 4.00 vegetable oil 10.00 Wool wax alcohol 2.00 Aluminum stearate 0.40 2-ethylhexanoic acid 2-ethylhexanoate 5.00 Perfume, preservatives q.s. Water, VES ad 100.00

Example 2 W / O lotion

Paraffin oil 25.00 Silicone oil 2.00 Ceresin 1.50 Wool wax alcohol 0.50 2-butyloctyl-2-butyloctanoate (Condea) 2.50 Perfume, preservatives q.s. Water, VES ad 100.00

Example 3 O / W lotion

Paraffin oil 5.00 Isopropyl palmitate 5.00 Cetyl alcohol 2.00 Beeswax 2.00 Ceteareth-20 2.00 PEG-20 glyceryl stearate 1.50 Glycerin 3.00 2-butyloctyl-2-hexyl decanoate (Condea) 10.00 Perfume, preservatives q.s. Water, VES ad 100.00

Example 4 W / O cream

Vegetable oil 10.00 Cetyl alcohol 2.00 Glycerol monostearate 1.50 PEG-30 glyceryl stearate 2.00 Glycerin 3.00 Isopropyl palmitate 5.00 Carbopol 980 (neutralized) 0.30 Isotridecyl isononanoate 10.00 Perfume, preservatives q.s. Water, VES ad 100.00

Example 5 ointment

vaseline 36.00 Ceresin 10.00 zinc oxide 4.00 Vegetable oil 20.00 2-hexyldecyl-2-octyldodecanoate (Condea) 5.00 Perfume, preservatives q.s. Paraffin oil ad 100.00

Example 6 Skin oil

Cetyl palmitate 3.00 C _12-15 alkyl benzoate 2.00 Polyisobutene 10.00 Squalane 2.00 Isotridecyl isononanoate 1.00 Perfume, preservatives q.s. Paraffin oil ad 100.00

Example 7 Bath oil

Paraffin oil 20.00 PEG-40 hydrogenated castor oil 5.00 2-ethylhexanoic acid 2-ethylhexanoate 2.50 Perfume, preservatives q.s. Soybean oil ad 100.00

Example 8 lipstick

Ceresin 8.00 Beeswax 4.00 Carnauba wax 2.00 vaseline 40.00 Hydrogenated castor oil 4.00 2-ethylhexanoic acid 2-ethylhexanoate 15.00 Perfume, preservatives q.s. Paraffin oil ad 100.00

Example 9 Care mask

PEG-50 lanolin 0.50 Glyceryl stearate 2.00 Sunflower seed oil 3.00 Bentonite 8.00 kaolin 35.00 zinc oxide 5.00 Isotridecyl isononanoate 2.50 Perfume, preservatives q.s. water ad 100.00

Example 10 Gel containing liposomes

Lecithin 6.00 Vegetable oil 12.50 Hydrolyzed collagen 2.00 Xanthan gum 1.40 Butylene glycol 3.00 Isotridecyl isononanoate 1.50 Perfume, preservatives q.s. water ad 100.00

Example 11 Shower preparation with moisturizer

Cocoamidodiacetate 10.00 Sodium lauryl sulfate 25.00 Potassium Cocyl Hydrolyzed Collagen 5.00 Macadamia nut oil 5.00 Sodium chloride 0.60 2-ethylhexanoic acid 2-ethylhexanoate 1.50 Perfume, preservatives q.s. water ad 100.00

Example 12 Side piece

Na salt from tallow fatty acids 60.00 Na salt from coconut oil 28.00 Sodium chloride 0.50 2-hexyldecyl-2-octyldodecanoate (Condea) 20.00 Perfume, preservatives q.s. water ad 100.00

Example 13 Syndet soap

Sodium lauryl sulfate 30.00 Sodium sulfosuccinate 10.00 Potassium cocoyl hydrolyzed collagen 2.00 Dimethicone copolyol 2.00 paraffin 2.00 Cornstarch 10.00 Talcum 10.00 Glycerin 3.00 2-butylocty-2-butyloctanoate (Condea) 5.00 Perfume, preservatives q.s. water ad 100.00

Example 14 Hair care products

TEA cocoyl hydrolyzed collagen 30.00 Monoethanolamine lauryl sulfate 25.00 almond oil 2.00 Sodium chloride 1.00 2-ethylhexanoic acid 2-ethylhexanoate 2.50 Perfume, preservatives q.s. water ad 100.00

Example 15 Care shampoo

Sodium lauryl sulfate 34.00 Disodium lauryl sulfosuccinate 6.00 Cocoamidopropyl betaine 10.00 Glycol distearate 5.00 2-butyl decyl 2-octyl decanoate 1.0 Perfume, preservatives q.s. water ad 100.00

Example 16 Hair treatment

Cetyl alcohol 5.00 Caprylic / Capric triglycerides 3.00 Wool wax alcohol 2.00 Isotridecenoic acid isononanoate 0.50 Petrolatum 2.50 Perfume, preservatives q.s. water ad 100.00

Example 17 hair conditioner

Cocoamidopropyl betaine 5.00 Cetyl alcohol 2.00 Propylene glycol 2.00 Citric acid 0.30 2-butyloctyl-2-butyloctanoate (Condea) 1.00 Perfume, preservatives q.s. water ad 100.00

Example 18 Hair fastener

Polyvinyl pyrrolidone / vinyl acetate / vinyl propionate copolymer 5.00 Ethanol 45.00 2-ethylhexanoic acid 2-ethylhexanoate 1.50 Perfume, preservatives q.s. water ad 100.00

Example 19 Hairdressing cream

vaseline 4.00 Cetearyl alcohol 4.00 PEG-40 hydrogenated castor oil 2.00 Isopropyl palmitate 5.00 Citric acid 1.00 2-hexyldecyl-2-octyldodecanoate (Condea) 2.50 Perfume, preservatives q., s. water ad 100.00

Example 20 shaving cream

Stearic acid 7.00 Sodium lauryl sulfate 3.00 Stearyl alcohol 1.00 Glycerin 5.00 Triethanolamine 3.60 2-ethylhexanoic acid 2-ethylhexanoate 2.50 Perfume, preservatives q.s. water ad 100.00

Example 21 Foot cream

Soluan 5 2.00 Methyl salicylate 5.00 Caprylic / Capric triglycerides 10.00 Stearic acid 5.00 Cetyl alcohol 1.00 Glycerin 2.00 Dimethicone 1.00 Carbopol 984 0.50 Triethanolamine 1.50 Isotridecyl isononanoate 5.00 Perfume, preservatives q.s. water ad 100.00

Example 22 Aerosol spray

Octyldodecanol 0.50 Isotridecyl isononanoate 0.50 Perfume, preservatives q.s. Ethanol ad 100.00

The liquid phase obtained by mixing the respective components together together with a propane-butane mixture (2: 7) in a ratio of 39: 61 in aerosol filled containers.  

Example 23 Pump spray

PEG-40 hydrogenated castor oil 2.00 Glycerin 1.00 Isodecyl isononanoate 1.00 Perfume, preservatives q.s. water ad 100.00

Example 24 Roll-on gel

1,3-butylene glycol 2.00 PEG-40 hydrogenated castor oil 2.00 Hydroxyethyl cellulose 0.50 2-butyloctyl-2-butyl decanoate (Condea) 2.50 Perfume, preservatives q.s. water ad 100.00

Example 25 Roll-on emulsion

Triceteareth phosphate 0.30 Octyldodecanol 2.00 C _12-15 alkyl benzoate 2.00 C _10-30 alkyl acrylate 0.15 Isotridecyl isononanoate 1.00 Perfume, preservatives q.s. water ad 100.00

Example 26 Crayon

Hydrogenated castor oil 5.00 Beeswax 6.00 Ceresin 30.00 C _12-15 alkyl benzoate 17.00 2-butyloctyl-2-butyloctanoate (Condea) 5.00 Perfume, preservatives q.s. Octyldodecanol ad 100.00

Claims (1)

Use of esters according to the formula
where R ₁ , R ₂ , R ₃ and R _{4 are} independently selected from the group of branched or unbranched alkyl radicals having 1-24 carbon atoms and n and m independently of one another are numbers from 0 to 24, as antibacterial, anti mycotic, antiparasitic or antiviral agents.